16 days in Italy Itinerary

16 days in Italy Itinerary

Created using Inspirock Italy trip maker

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Route & dates

16 days in Italy Itinerary

Start: New York City
Fly:  11​h
1
Milan
— 2 nights
Train:  3​h
2
Venice
— 3 nights
Drive:  3​h
3
Modena
— 1 night
Train:  2​h
4
Florence
— 3 nights
Drive:  3​h 30​min
5
Positano
— 2 nights
Drive:  1​h 30​min
6
Rome
— 3 nights
Fly:  13​h 30​min
End: New York City

2
nights
Milan

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Your day-by-day itinerary now includes Castello Sforzesco as well as Brera District. Kick off your visit on the 28th (Sat): admire the landmark architecture of Galleria Vittorio Emanuele II and then wander the streets of Brera District. Here are some ideas for day two: take in the spiritual surroundings of Duomo di Milano and then explore the historical opulence of Castello Sforzesco.

For more things to do, maps, where to stay, and tourist information, go to the Milan day trip planner .

New York City, USA to Milan is an approximately 13-hour flight. You can also do a combination of bus and flight; or do a combination of bus, flight, and train. The time zone difference moving from Eastern Standard Time (EST) to Central European Time (CET) is 6 hours. Traveling from New York City in September, plan for little chillier nights in Milan, with lows around 57°F. You will have some time to spend on the 30th (Mon) before leaving for Venice.

Things to do in Milan

Historic Sites Shopping Neighborhoods
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

3
nights
Venice

Venice
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Basilica di San Marco has been added to your itinerary. It doesn't end there: see the interesting displays at Doge's Palace and snap pictures at Ponte di Rialto.

To find other places to visit, maps, photos, and more tourist information, use the Venice journey planning tool .

You can take a train from Milan to Venice in 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. In September, plan for daily highs up to 77°F, and evening lows to 59°F. On the 3rd (Thu), wrap the sightseeing up by early afternoon so you can drive to Modena.

Things to do in Venice

Historic Sites Museums
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Ponte di Rialto ©
Ponte di Rialto

1
night
Modena

Modena
Deemed the Capital of Engines, Modena is the birthplace of Enzo Ferrari and the headquarters of Italian sports cars.
You can plan Modena trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Venice to Modena takes 2 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 67°F in October, and nighttime lows around 52°F. You will have some time to spend on the 4th (Fri) before leaving for Florence.

Things to do in Modena

Historic Sites Nightlife Museums

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day-by-day itinerary now includes The Boboli Gardens, Academy Of Florence Art Gallery and Gallerie Degli Uffizi. Piazza del Duomo and Piazza della Signoria will appeal to history buffs. Next up on the itinerary: see the interesting displays at Pitti Palace.

For ratings, where to stay, traveler tips, and tourist information, use the Florence road trip planner .

Traveling by train from Modena to Florence takes 1.5 hours. Alternatively, you can drive; or take a bus. In October, daytime highs in Florence are 71°F, while nighttime lows are 54°F. On the 7th (Mon), you'll have the morning to explore before heading off to Positano.

Things to do in Florence

Museums Historic Sites Parks
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Pitti Palace ©
Pitti Palace

2
nights
Positano

Positano
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Plan trip to Positano with our itinerary maker to find out where to go and what to do.

Drive from Florence to Positano in 5.5 hours. Alternatively, you can do a combination of train and subway; or do a combination of flight, train, and subway. Traveling from Florence in October, expect a bit warmer with lows of 63°F in Positano. On the 9th (Wed), wrap the sightseeing up by early afternoon so you can drive to Rome.

Things to do in Positano

Tours Outdoors Transportation

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day-by-day itinerary now includes Piazza Venezia, Altare Della Patria and Vatican Museums. Keep things going the next day: don't miss a visit to Piazza Navona, delve into the distant past at Pantheon, then appreciate the extensive heritage of Piazza Venezia, and finally get to know the fascinating history of Altare Della Patria.

To see ratings, photos, traveler tips, and other tourist information, refer to the Rome trip planner .

Traveling by car from Positano to Rome takes 3.5 hours. Alternatively, you can do a combination of subway and train; or take a bus. Traveling from Positano in October, Rome is little chillier at night with lows of 55°F. You will have some time to spend on the 12th (Sat) before leaving for home.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican Museums
Highlights from your plan
Piazza Navona ©
Piazza Navona
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

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